CHI - SIN

$341 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$1,243
Overall average: $1,019
Korean Air
Thu 3/19Tue 3/24
ORD - SIN • 2 stops
Cheapest one-way
$341
Typical prices: $538-$626
Multiple Airlines
Tue 2/17
ORD - SIN • 2 stops
Top airlines
Delta
Cheapest • from $1,288 (round-trip)
EVA Air
Best reviews • 8.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
February
Cheapest • 29% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Singapore!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Thu, Mar 19 - Tue, Mar 24
Korean Air Logo
9:37 am - 5:00 amORD-SIN
30h 23m2 stops
Korean Air Logo
1:35 am - 9:40 amSIN-ORD
21h 05m1 stop
$1,243Korean Air
Find Deal
Fri, May 15 - Sat, May 30
Multiple Airlines Logo
7:50 pm - 8:40 amORD-SIN
23h 50m1 stop
Multiple Airlines Logo
1:50 am - 2:25 pmSIN-ORD
25h 35m1 stop
$1,245Multiple Airlines
Find Deal
Tue, Feb 10 - Sat, Feb 14
Multiple Airlines Logo
1:10 pm - 6:40 amORD-SIN
27h 30m2 stops
Multiple Airlines Logo
7:40 am - 12:55 pmSIN-ORD
19h 15m1 stop
$1,253Multiple Airlines
Find Deal
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
10:30 am - 1:05 pmMDW-SIN
36h 35m2 stops
Multiple Airlines Logo
2:25 pm - 5:00 amSIN-MDW
28h 35m2 stops
$1,255Multiple Airlines
Find Deal
Sat, Mar 28 - Sat, Apr 4
EVA Air Logo
12:30 am - 12:00 pmORD-SIN
22h 30m1 stop
EVA Air Logo
3:10 pm - 5:00 amSIN-ORD
26h 50m2 stops
$1,256EVA Air
Find Deal
Thu, Mar 19 - Sun, Mar 29
EVA Air Logo
12:30 am - 12:05 pmORD-SIN
22h 35m1 stop
EVA Air Logo
1:10 pm - 9:00 pmSIN-ORD
20h 50m1 stop
$1,257EVA Air
Find Deal
Sun, Jan 11 - Wed, Jan 14
China Airlines Logo
6:06 pm - 1:05 pmORD-SIN
28h 59m2 stops
China Airlines Logo
2:00 am - 11:50 pmSIN-ORD
59h 50m2 stops
$1,279China Airlines
Find Deal
Mon, Mar 30 - Wed, Apr 22
Qatar Airways Logo
7:20 pm - 3:45 pmORD-SIN
31h 25m1 stop
Qatar Airways Logo
9:15 pm - 3:00 pmSIN-ORD
30h 45m2 stops
$1,280Qatar Airways
Find Deal
Wed, Feb 11 - Mon, Mar 2
Delta Logo
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
Delta Logo
10:30 pm - 11:59 amSIN-MDW
27h 29m2 stops
$1,351Delta
Find Deal
Tue, Jan 6 - Sun, Jan 18
Delta Logo
6:45 am - 5:00 amMDW-SIN
32h 15m2 stops
Delta Logo
10:30 pm - 11:59 amSIN-MDW
27h 29m2 stops
$1,462Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Singapore?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in March.

What’s the cheapest day of the week to fly from Chicago to Singapore?

The average price of all round-trip flights from Chicago to Singapore clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Singapore, you should consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is February, where tickets cost $807 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,860 and $1,428 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$341
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 63% increase in price.
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was $341 for a one-way ticket and $1,243 for a round-trip.

  • Do I need a passport to fly between Chicago and Singapore?

    Yes, you’ll need a passport to travel to Singapore from Chicago.

  • Which airports will I be using when flying from Chicago to Singapore?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Singapore Changi is the only airport in Singapore. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Singapore, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Singapore from Chicago?

    Hong Kong is the most popular layover city among KAYAK users traveling from Chicago to Singapore.

  • Which is the best airline for flights from Chicago to Singapore, EVA Air or ANA?

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are EVA Air and ANA. With an average price for the route of $1,582 and an overall rating of 8.4, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of $1,571 and an overall rating of 8.4.

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Singapore with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Reviews of the top 5 airlines serving from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.4
EVA AirOverall score based on 1285 reviews
8.3Comfort
8.0Entertainment
8.4Boarding
8.6Crew
8.1Food
Airline reviews

The crew very accommodating and food too is good. Keep up the good work

10.0 ExcellentAnonymous, Oct 2025SFO - TPE
Read more EVA Air reviews

The crew very accommodating and food too is good. Keep up the good work

The crews are very efficient. Other airlines should learn from them when it comes to boarding and departing from the airplane. They also display efficiency in serving meals. They don't keep the aisles blocked for hours like some other airlines. The food is poor. Generally the food was unrecognizable and poorly prepared. The only thing that made it better than US flag carriers is that there was a fresh fruit bowl with each meal.

Very good service and food. Crew was professional and considerate. Cabin and restrooms were kept clean

Flight Attendants could have been nicer and food portions could be bigger.

Great experience, comfort and food is delicious. Always great service and one time

Excellent service from check in to boarding the crew is so pleasant to asked

The food from Los Angeles to Taipei made me throw up. The flight is also not comfort. But the staffs are very friendly and nice.

I have never heard of EVA air before but I am so happy my wife and I were able to flight on their planes twice. Everything on these flights just felt better than their competitors. As someone with longer legs any bit of extra leg spaces is appreciated. The different options for food and drinks were also a plus. They were extra careful to make sure my wife's eating restrictions were taken care for. They had a before take off and landing announcements on the built in tablets for each seat and it gave out information that was very helpful. Such as what and how to declare your items in the specific country you landed in, any odd items that may be illegal to bring it (and even the reasoning why) and any other information you might need to make your post flight experience better. Oh and the seats were more comfortable, had more ability to lean and the headrest was much better for flight sleeping. The only downside was there were "forced" ads on the tablet at take off for maybe 5-10 minutes but honestly, this flight was the cheapest option and had all the benefits listed above that is such an easy trade off. Im keeping an eye out for EVA air going forward.

I appreciate the email reminders for online check-in which made my entry to the lines less stressful. The flight was on schedule and on time. The baording staff were proactively helpful and approachable. The airplane inflight food, entertainment and comfies as well as provisions are excellent even in the economy seating. The airline transfer was smooth and easy! Luggage safe and intact! Thank you EVA airline for making my trip a reliable safe and comfortable experience.

I was sleep when they brought the food. They had put a note on my seat. There was no food when I asked for food later. There was just one main meal served in this 14 hours flight. They offered me sandwich with ham which I don’t eat since I am pescatarian. Long story short I had to wait to get to TPE to get something to eat. I am extremely disappointed from the service. I have been flying EVA since I was 1 year old. Perhaps no more EVA for me. Seems EVA glorious day is long gone

Flew from lax economy on cathay 777. Seat configuration 3-4-3. When the forward seat reclines it feels like someone is leaning forward and staring you. If you are slightly big tray tables will touch your abdomen even with seats upright. AVOID this above 777 configuration at all cost for a long flight. However their Airbus 350 3-3-3 configuration felt spacious and Seats wider.

First time tying out business class with this airline, hat a disappointment, never returning. We didn’t get the meal as requested from Singapore to HKG flight. While meals served connecting flight, crew takes meal order based off passenger membership status by giving the. Priority selection of meals. It was a battle, plain disappointment, not worth the hype, price, class as categorized/ advertised

The staff were so friendly and accommodating. The food was great. Lots of movies to choose from as well as tv shows. Highly recommend.

Leg room wasn't that great. Other than that it was a good flight

The lead business class attendant was excellent. Made a point of greeting you and knowing your name by the time you leave.

Seats in the absolute back row of the plane even though we booked ages ago :( Crew was awesome though

Boarding at the airport was not well managed. Otherwise, had a good flight sitting in the first row (which I paid for). Crew was pretty friendly, and flight was smooth.

I was only given 2 meals, and my screen showed that there were 3 meals. Second meal was 1-2 hours late according to the screen.

Just want to do a little more clean up so does not smell like urine.

Better. I took an aisle seat this time. Although the overheard compartment above the seat ahead of me kept opening up during flight.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Overall it was good. Food was bad. I ordered gluten free vegetarian meal. But I got gluten free chicken for my long flight from Seattle to Istanbul. I don’t eat any kind of meat. Second meal I got eggplant with meat which I couldn’t eat. I don’t understand why we can’t get gluten free vegetarian meal for a 12 hour flight. I eat the bread and that was it.

Worse worse worse, i would not recommend this airline to anyone. Istanbul airport maybe State of the Art facility but staff is rude, only works if they get tips, and they push you to give tips even though my family had spent $50 in tips. Airline staff doesn't speak english so you really can't understand them. It was a nightmare travelling with Turkish. Never again.

As a big guy the seats are way too small for me. Would prefer more comfortable seats on these long haul flights.

My flight was canceled 1 minute before boarding. The customer service was owful, no one could tell us what was going happened. I spent 30hrs instead of 15 from Washington DC to Brussels. No apologie or help

Boeing 777 is a bad choice for a such a long flight.

The staff at IST airport could have been more helpful. Too much wasted time and the plane from IST to KHI was just horrible. The plane was not clean and smelled bad!

This is my 2nd time with the Turkish airline. Would definitely recommend. In stability we connected to Indiago would not recommend, very cramped seating. No inflight entertainment..service was inferior.

I wouldn't know what the flight was like. AI canceled my flight reservation!! There's no way to speak to an actual human to fix the issue! NEVER AGAIN! ALWAYS BOOK YOUR FLIGHT DIRECTLY WITH THE AIRLINE NEVER GO THROUGH KAYAK OR JUSTFLY.COM!!

Paying extra for premium seats was wasted. Turkish Airlines takes 2 seats for bassinet. The lady next to me had a baby with bassinet Bassinet was in front of my seat

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

It was just fine. I managed to make all my connection too sbut had trouble in Munich with no wheel chair and trouble trying to get help from the airport people to get to the other terminal for my flight. Finally a wonderful lady Amelia, helped me to make my flight connection Timon with zero time to spare.

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

Boarding was so so after zone 3 was called all other zones went in

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports